Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 106854-77-7, name is 1-Bromo-4-(2,2,2-trifluoroethoxy)benzene, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks
1-BROMO-4- (2, 2,2-trifluoroethoxy) benzene (1) (0.85 g, MW 255.03, 1.5 eq), pinacol diborane (from Aldrich, 0.89 g, MW 253.95, 1.6 eq), potassium acetate (from Aldrich, 0.86 g, MW 98.15, 4.0 eq), and (1, 1′-BIS (diphenylphosphino)- ferrocene) dichloropalladium (II) complex with dichloromethane (from Aldrich, 54 mg, MW 816.64, 0.03 eq) were charged in a round-bottom flask. The flask was purged with N2. N, N-DIMETHYLFORMAMIDE (from Aldrich, 8.0 ml) was then added, and the mixture was stirred at 80C for 2 hr. Tert-butyl 4-[(6-BROMOPYRIDIN-3-YL) SULFONYL] tetrahydro-2H-pyran- 4-carboxylate (2) (0.90 g, MW 406.29) was then added, along with sodium carbonate solution (2 M aqueous, 5.5 ml, 5 eq) and additional palladium complex (above, 54 mg, 0.03 eq). The reaction was continued at 80C for 3 hr. Afterward, the mixture was cooled to room temperature and filtered through a Celite pad. The filter cake was washed with ethyl acetate (2 x 50 ml). The filtrate and washes were then combined and washed with water (3 x 100 ml) and brine (1 x 100ML). The organics were then dried over sodium sulfate and concentrated to form a black residue. The residue was chromatographed (silica gel, ethyl acetate: hexanes, 1: 5) to afford TERT-BUTYL-4- (F 6- [4- (2, 2,2- TRIFLUOROETHOXY) phenyl] pyridin-3-yl} sulfonyl) tetrahydro-2H-pyran-4-carboxylate (3) as a white solid (0.26 g, 24 % yield). The product (3) was confirmed by LCMS. The “equivalents”above indicate equivalents relative to the charged amount OF TERT-BUTYL 4- [ (6- bromopyridin-3-yl) sulfonyl] TETRAHYDRO-2H-PYRAN-4-CARBOXYLATE.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; PHARMACIA CORPORATION; WO2004/48368; (2004); A2;,
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